4-Benzoyl-L-phenylalanine - ≥95% , CAS No.104504-45-2

CAS: 104504-45-2 Cat. No.: B132979 Molecular Weight: 269.3 EC Number: 811-535-1

GRADE & PURITY ≥95%

Synonyms

H-Phe(4-Bzo)-OH.nH2O | L-p-Benzoylphenylalanine | L-Phenylalanine, 4-benzoyl- | AC-907/25014298 | p-benzoyl-l-phenylalanine | A26763 | DS-4812 | H-L-Bpa-OH | para-Benzoyl-L-phenylalanine | L-P-Benzoylphenylalanine; 4-Benzoyl-l-phenylalanine | (2S)-2-Azani

Storage

Protected from light,Room temperature,Argon charged,Desiccated,Cool

Shipped In

Normal

Overview

Application：

4-Benzoyl-L-phenylalanine is a photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis and finds application as phtolabel. It is an important raw material as well as an intermediate in organic synthesis.

Specifications

Synonyms

H-Phe(4-Bzo)-OH.nH2O | L-p-Benzoylphenylalanine | L-Phenylalanine, 4-benzoyl- | AC-907/25014298 | p-benzoyl-l-phenylalanine | A26763 | DS-4812 | H-L-Bpa-OH | para-Benzoyl-L-phenylalanine | L-P-Benzoylphenylalanine; 4-Benzoyl-l-phenylalanine | (2S)-2-Azani

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Photoreactive unnatural amino acid. Acts as photo cross-linking probe when incorporated into proteins, including ion channels, transporters and GPCRs. When exposed to UV light it forms a covalent cross-link with a C-H bond-containing group, enabling selec

Storage

Protected from light, Room temperature, Argon charged, Desiccated, Cool

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504764628
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764628
• Canonical Smiles: C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)CC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-3-(4-benzoylphenyl)propanoic acid
• InChIKey: TVIDEEHSOPHZBR-AWEZNQCLSA-N
• INCHI: 1S/C16H15NO3/c17-14(16(19)20)10-11-6-8-13(9-7-11)15(18)12-4-2-1-3-5-12/h1-9,14H,10,17H2,(H,19,20)/t14-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)C[C@@H](C(=O)O)N
• Molecular Weight: 269.3
• Reaxy-Rn: 7212040
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7212040&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: Benzophenones Aryl-phenylketones Diphenylmethanes Phenylpropanoic acids Amphetamines and derivatives L-alpha-amino acids Benzoyl derivatives Aralkylamines Amino acids Carboxylic acid salts Monocarboxylic acids and derivatives Carboxylic acids Hydrocarbon derivatives Monoalkylamines Organic oxides Organic salts Organic zwitterions Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - Benzophenone - Aryl-phenylketone - Diphenylmethane - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - L-alpha-amino acid - Benzoyl - Aryl ketone - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Amino acid - Carboxylic acid salt - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Hydrocarbon derivative - Amine - Carbonyl group - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic salt - Primary amine - Organic zwitterion - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solvent:80% acetic acid, Max Conc. mg/mL: 13.46, Max Conc. mM: 50
• Sensitivity: Light sensitive
• Molecular Weight: 269.290 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 269.105 Da
• Monoisotopic Mass: 269.105 Da
• Topological Polar Surface Area: 80.400 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 342.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1